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5 Underrated Cities In The Caribbean For Digital Nomads

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We all know the Caribbean for its turquoise waters, sun-kissed beaches, and vibrant cultures. But have you ever considered it as a potential haven for digital nomads? Let’s dig deeper into the allure of this region and explore some underrated, secret, and low-key cities perfect for digital wanderers.

5 Reasons Why Digital Nomads Should Choose The Caribbean As a Destination

The Climate

With a tropical climate, you’ll find the Caribbean warm year-round. That’s a pretty fantastic perk if you’re someone who enjoys basking in the sun while you work.

Cost of Living

Depending on where you come from, you might find the Caribbean’s cost of living quite affordable. It means more bang for your buck, allowing you to enjoy a higher standard of living.

Internet Speed

More and more Caribbean cities offer reliable internet Connection. It’s a crucial factor for digital nomads, and fortunately, the region has made significant strides in this area.

Lifestyle and Culture

The Caribbean lifestyle is laid-back and relaxing. Plus, the region’s rich and diverse culture – food, music, festivals – offers an incredible experience that’s unique to this part of the world.

Nature and Outdoor Activities

The Caribbean is a paradise for lovers of nature and outdoor activities. From hiking to scuba diving, there’s a lot to keep you engaged during your leisure time.

5 Reasons Why Digital Nomads Should Not Choose The Caribbean As a Destination

Internet Stability

While Connection has improved, the stability of the internet can still be an issue in some areas. If your work requires high-speed internet, this might pose a problem.

Remote Islands

While the idea of living on a remote island sounds romantic, the reality may be quite different. Some islands lack basic amenities, which can make daily life challenging for digital nomads.

Cost of Travel

Traveling between Caribbean islands can be quite expensive. If you plan to move around a lot, these costs can quickly add up.

Potential for Natural Disasters

The Caribbean, unfortunately, is susceptible to natural disasters like hurricanes. This potential risk is a serious consideration before deciding to move there long-term.

Language Barriers

While English is widely spoken in the region, you might face language barriers in some areas, particularly those with stronger local dialects or non-English speaking communities.

But, What’s The Allure of the Caribbean for Digital Nomads?

Natural Beauty Is Everywhere

First things first, the Caribbean is a visual spectacle. It’s a picturesque paradise that remains etched in your mind long after you’ve left. Let’s dive a bit deeper and see what makes this region so stunningly beautiful.

One of the first things that come to mind when you think of the Caribbean is its breathtakingly beautiful beaches. Picture this: you’re lounging on a sandy stretch that’s as white as sugar, the turquoise waters gently lapping at your feet. The sun’s rays are warming your skin, and there’s nothing but the sound of the waves and the rustle of the palm leaves in the breeze. Sounds like a dream, doesn’t it? Well, in the Caribbean, it’s reality.

Let me share a personal anecdote. I once visited Seven Mile Beach in the Cayman Islands, and let me tell you, it was an experience I’ll never forget. The beach, with its crystal-clear waters and pristine sand, was something straight out of a postcard. It was a peaceful afternoon, and I remember thinking to myself, “This is what paradise looks like.”

But the Caribbean’s natural beauty isn’t limited to its beaches. Have you ever heard of the Pitons? These are two volcanic spires located in St. Lucia, and they are an absolute marvel of nature. Rising tall against the skyline, these majestic mountains are covered in lush greenery, offering a stark contrast against the deep blue of the surrounding sea. I’ve seen them up close, and it’s an awe-inspiring sight that stays with you.

If you’re a fan of biodiversity, the Caribbean will feel like a treasure trove. The region is home to El Yunque National Forest, the only tropical rainforest in the US National Forest System, located in Puerto Rico. Walking through the forest feels like you’ve stepped into another world, with its diverse flora and fauna, waterfalls, and hiking trails.

And then there’s the underwater world. The Caribbean Sea, with its warm waters, is renowned for its vibrant coral reefs, home to a plethora of marine life. If you’re into diving or snorkeling, places like the Great Blue Hole in Belize offer an unforgettable underwater adventure.

In short, the Caribbean’s natural beauty is diverse and bountiful. From the white sandy beaches to the emerald green mountains, the vibrant marine life, and the lush rainforests, the region is a veritable feast for the senses, offering a constant reminder of the mesmerizing beauty our planet has to offer.

The Climate is Fantastic If You Like Warm Weather

The Caribbean region is often described as a literal paradise, and a large part of this is due to its climate. Straddling the equator, the Caribbean experiences a tropical climate that offers warmth and sunshine throughout the year.

What does this mean for you as a digital nomad? Imagine this: you’re sitting in a cozy café or perhaps even on a beach, your laptop in front of you, as you bask in the sun’s warm glow. The gentle sea breeze cools you down, providing the perfect balance to the sun’s heat. The view in front of you is nothing short of spectacular – azure waters extending to the horizon, palm trees swaying slightly in the wind, their shadows dancing on the white sandy beach. Now, doesn’t that sound like an ideal workplace?

During the dry season, which typically runs from January to June, the weather is characterized by less rainfall and slightly cooler temperatures. This season is perfect for those who enjoy outdoor activities such as hiking, swimming, or simply exploring the local sights. You might find yourself heading to Dunn’s River Falls in Jamaica for an exhilarating climb, or snorkeling in the vibrant Hol Chan Marine Reserve off the coast of Belize. The consistently pleasant weather allows you to plan your adventures without worrying too much about sudden rain spoiling the day.

In contrast, the rainy season from July to December is characterized by higher temperatures and, of course, more rainfall. But don’t let this deter you! The showers are usually brief and provide a welcome respite from the heat. Plus, they contribute to the lush greenery and vibrant flora that the Caribbean is renowned for. During my time in St. Lucia, I remember watching the rainstorms from my balcony, marvelling at the way the rain would drench the lush greenery, the resultant petrichor mixing with the salty sea breeze to create a scent that was uniquely Caribbean. Post-rain, the Pitons were a sight to behold, their peaks shrouded in a delicate mist, their greenery appearing more vibrant than ever.

It’s worth noting that the region is susceptible to hurricanes, mainly between June and November. While this may seem scary, remember that these islands have adapted to deal with these weather phenomena. The locals are well-versed in hurricane preparedness, and following their lead and advice will ensure your safety.

In conclusion, the Caribbean climate is an enticing factor for any digital nomad. Its predictable sunshine and warmth combined with the natural beauty that the weather patterns help sustain, create an environment that’s hard to beat. Just remember to pack your sunblock and a sturdy umbrella, and you’re good to go!

Culture and Lifestyle

The lifestyle and culture of the Caribbean are as vibrant and varied as its beautiful geography. One of the most enticing aspects of this region is its laid-back, relaxed lifestyle. As a digital nomad, imagine wrapping up your work, only to step out to a beautiful sunset by the beach. The very concept of ‘island time’ makes it an incredible contrast to the rush of city life. This slower pace can do wonders for your stress levels and overall well-being.

The culture of the Caribbean is a unique blend of influences from Africa, Europe, Amerindian, and Asia, all adding up to a rich tapestry that’s full of life. Let’s not forget the famous Caribbean festivals, such as Trinidad’s Carnival, considered one of the most significant events in the world. Experiencing these cultural celebrations firsthand can be a captivating experience.

Music is another vital element in the Caribbean culture. The region is the birthplace of reggae, salsa, merengue, and calypso, among other music styles. Have you ever danced to the beats of a local live band in Bob Marley’s hometown in Jamaica? If you haven’t, it’s an experience that’s hard to put into words, but suffice to say it’s a memory that will last a lifetime.

When it comes to cuisine, oh boy, you’re in for a treat! Caribbean food is known for its spicy flavor and inventive dishes. Imagine sampling jerk chicken from a street-side vendor in Kingston or enjoying a roti at a bustling market in Port of Spain. I fondly remember sitting on a beach in Barbados, enjoying a plate of fresh flying fish – it’s a delightful memory that still makes me smile.

Also, remember, the Caribbean isn’t just a homogenous region. Each island has its unique customs and traditions. In the Dominican Republic, for instance, you might find people playing dominoes on the sidewalks. In contrast, on the island of Martinique, you might find locals engaged in a vibrant game of ‘La Yole’, a traditional boat race.

In short, the culture and lifestyle of the Caribbean offer an experience that is nothing short of enriching and invigorating, adding a flavor to your digital nomad life that you might find hard to replicate elsewhere.

Why the Caribbean is Ideal for Digital Nomads

Cost of Living

The cost of living is a significant factor for digital nomads, and the Caribbean offers a refreshing surprise in this aspect. Compared to living in major cities in North America or Europe, the Caribbean can provide a more affordable alternative that doesn’t compromise on quality of life.

Take housing, for example. Renting a one-bedroom apartment in the city center of a Caribbean island like Barbados can cost around $600-$900 per month. This amount pales in comparison to the median rent for a similar apartment in a city like San Francisco, where you might be looking at well over $3000. Check out Numbeo for a detailed comparison of the cost of living between different locations.

Groceries also tend to be less expensive in the Caribbean. Fresh, local fruits and vegetables are available in abundance, often for a fraction of the price you would pay in many Western countries. Plus, shopping in local markets not only supports local businesses but also provides an engaging cultural experience.

Transportation costs can be considerably lower too. In places like Santo Domingo, Dominican Republic, a monthly public transportation pass is around $25 compared to NYC where it’s approximately $127 (source). If you prefer driving, many Caribbean islands are small enough that you won’t spend much on gas.

Speaking from personal experience, I remember living in Georgetown, Guyana for a while. I was surprised by how much more financially relaxed I felt there. I managed to rent a charming apartment close to the city center, eat healthily, use local transportation, and even indulge in leisure activities, all while saving money compared to when I was living in Toronto.

However, it’s important to note that these costs can vary depending on your lifestyle and the specific area in the Caribbean. Some tourist-centric areas might have inflated prices, while more local neighborhoods could offer better value. And don’t forget about the ‘paradise tax’. Certain goods, especially imported ones, can be more expensive due to import taxes and shipping costs.

In summary, while the Caribbean might not be the cheapest place globally, it offers a great value proposition for digital nomads when considering the quality of life, natural beauty, and cultural experiences it provides.

I’d highly recommend prospective digital nomads do their research and maybe even plan a short visit to get a feel for the living costs. Websites like Expatistan and Nomad List can provide valuable insights into the cost of living across various Caribbean cities.

Internet Speeds and Infrastructure in the Caribbean

When we think about the essential requirements for a digital nomad, stable and high-speed internet Connection sits at the top of the list. After all, it’s what enables us to work from anywhere in the world. So, let’s delve deeper into the internet speeds and infrastructure in the Caribbean region.

It’s true that in the past, the Caribbean had a reputation for less than stellar internet. However, over the last decade, there’s been a significant transformation. In recent years, the Caribbean has been focusing on enhancing its digital infrastructure to attract more remote workers and digital nomads.

Internet Connection varies across different Caribbean islands. Larger countries like the Dominican Republic, Puerto Rico, and Jamaica have well-developed digital infrastructure. Smaller islands, especially those more remote, might have less reliable Connection. According to a report by, Barbados ranks highest in the Caribbean and even surpasses the UK in terms of broadband speed.

An interesting anecdote from my personal experience was when I visited the city of Santo Domingo in the Dominican Republic. I rented a co-working space that boasted a high-speed fiber-optic internet connection. I was blown away by the fast speeds, even when multiple digital nomads were sharing the network. This made my work so much easier, enabling me to meet tight deadlines without worrying about Connection issues.

A lot of work has gone into improving internet infrastructure in the region. Organizations like the Caribbean Telecommunications Union have played a crucial role in this development, striving to enhance the overall digital landscape. They’ve introduced several initiatives to ensure reliable and high-speed internet access across the islands.

For digital nomads considering a move to the Caribbean, it would be prudent to check the internet situation in the specific region you’re considering. Websites like Nomad List provide information about the average internet speed in different cities, making it easier to make an informed decision.

Moreover, as more Caribbean countries introduce digital nomad visa programs, like Barbados’s 12 Month Barbados Welcome Stamp, they also invest more in improving their internet infrastructure. These developments are promising signs for digital nomads eyeing the Caribbean as a potential remote work destination.

However, while the situation is continuously improving, it’s always advisable to have a backup plan. As a digital nomad, having a portable Wi-Fi device or a local SIM card with a good data package can save you from unexpected Connection issues.

In conclusion, while the Caribbean’s internet speeds and infrastructure may not match up to the likes of South Korea or Singapore, significant strides have been made. For many digital nomads, the improvement in digital infrastructure, coupled with the region’s natural beauty and laid-back lifestyle, make it an appealing choice. It’s certainly a region on the rise in the digital nomad world.

The Digital Nomad Community Is Booming 

The digital nomad community in the Caribbean is thriving like never before. People from across the globe are discovering the perks of the Caribbean lifestyle and choosing to work remotely from these picturesque islands.

There are several platforms where these digital nomads interact, share experiences, and offer advice. Platforms like Nomad List, Remote Year, and Digital Nomad Forum serve as vibrant online communities for remote workers. Through these platforms, nomads share valuable insights about life in the Caribbean, from the best co-working spaces to the most nomad-friendly cities.

Moreover, the concept of co-living and co-working spaces has caught on in the Caribbean. Companies such as Outsite and Selina have set up modern and comfortable spaces that promote both productivity and socialization. These places have become hubs for networking, where you can meet like-minded individuals, collaborate on projects, or simply swap stories over a cup of coffee.

Let me share an anecdote. I once met a digital nomad named Jane during my visit to a co-working space in Santo Domingo, Dominican Republic. Jane had previously worked from several locations across Europe and Asia. However, she claimed her experience in the Caribbean was unrivaled. The warm weather, hospitable locals, and the ability to take a quick dip in the sea between work sessions were some of the unique factors that made her fall in love with the Caribbean lifestyle.

In addition to the growing community, local governments have started recognizing the economic potential of digital nomads. For instance, Barbados launched the 12-month Barbados Welcome Stamp in 2020, allowing remote workers to live and work from Barbados for a year. Similar programs are sprouting up across the region, further boosting the growth of the digital nomad community in the Caribbean.

The growth of the digital nomad community in the Caribbean represents a dynamic and interconnected world. It’s an era where work can be done from anywhere, and ‘home’ is wherever you find good WiFi and a warm, welcoming community.

All in all, it’s an exciting time to be a digital nomad in the Caribbean. The community is booming, the opportunities are expanding, and the perks are irresistible. So why not give it a shot and make the Caribbean your next remote work destination?

Top Underrated Cities for Digital Nomads in the Caribbean

Santo Domingo, Dominican Republic

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5 Underrated Cities In The Caribbean For Digital Nomads 11


    • Vibrant Culture: Santo Domingo is a city teeming with vibrant culture, from the colorful colonial buildings in the Zona Colonial to the infectious rhythms of Merengue and Bachata.

    • Strong Digital Nomad Community: The city is becoming increasingly popular among digital nomads. Co-working spaces like Pirates Workspace offer excellent networking opportunities.

    • Easy Accessibility: Santo Domingo is a major hub for the Dominican Republic and the Caribbean, with excellent flight connections to the US, Europe, and other Caribbean islands.

    • Rich Natural Beauty: From the city, it’s just a short drive to beautiful beaches and national parks, providing a great balance of city and nature life.


      • Traffic Congestion: Santo Domingo is notorious for its heavy traffic, especially during peak hours. This can be a challenge if you prefer a more serene environment.

      • Language Barrier: While English is spoken in tourist areas and among the younger generation, Spanish is the primary language. This could pose a difficulty if you’re not proficient in Spanish.

      Cost of Living

      The cost of living in Santo Domingo is significantly lower compared to major US cities. Here’s a breakdown based on data from Numbeo:

        • 1-bedroom apartment in city center: $350-$500 per month

        • Utilities (electricity, heating, cooling, water, garbage): $50-$80 per month

        • Monthly internet: $40-$60

        • Meal at an inexpensive restaurant: $4-$6

        Nomad Grab Score: 7.5/10

        Given its cultural vibrancy, affordability, and burgeoning digital nomad community, Santo Domingo receives a score of 7.5 out of 10 as a destination for digital nomads. Keep in mind, the final score is subjective, and the city could be the perfect fit for you depending on your individual preferences.

        Bridgetown, Barbados

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        5 Underrated Cities In The Caribbean For Digital Nomads 12


          • Welcome Stamp Program: Barbados is the first country to introduce a digital nomad visa, the “Welcome Stamp”, allowing international visitors to work from Barbados for up to 12 months.

          • Great Infrastructure: Bridgetown boasts excellent infrastructure, with reliable internet, good public transportation, and modern amenities.

          • Friendly Locals: Bajans are known for their friendliness and hospitality, which makes living in Bridgetown a pleasant experience.

          • Beautiful Beaches: With stunning beaches within easy reach, Bridgetown offers the ideal work-life balance for digital nomads.


            • High Cost of Living: Compared to other Caribbean cities, Bridgetown is on the pricier side, which can be a challenge for budget-conscious nomads.

            • Limited Nightlife: While there are a few bars and clubs, the nightlife scene in Bridgetown is relatively subdued compared to other Caribbean cities.

            Cost of Living

            Based on data from Numbeo, here’s an approximate breakdown of costs:

              • 1-bedroom apartment in city center: $700-$900 per month

              • Utilities (electricity, heating, cooling, water, garbage): $100-$150 per month

              • Monthly internet: $70-$90

              • Meal at an inexpensive restaurant: $10-$15

              Nomad Grab Score: 8/10

              Given its great infrastructure, friendly community, and work-friendly visa, Bridgetown scores an 8 out of 10 as a destination for digital nomads. However, the relatively high cost of living might be a factor to consider for some digital nomads.

              San Juan, Puerto Rico

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              5 Underrated Cities In The Caribbean For Digital Nomads 13


                • Modern Infrastructure: As the capital and largest city of Puerto Rico, San Juan boasts modern infrastructure, which includes excellent road Connection, healthcare facilities, and more. This makes daily living quite convenient.

                • US Territory: Being a US territory, Puerto Rico provides all the conveniences of being in the US, including the use of the US dollar and no passport requirement for US citizens.

                • Rich History and Culture: From the historical El Morro to the vibrant art scene, San Juan offers a rich tapestry of experiences.

                • Great Digital Nomad Scene: The city is home to several co-working spaces such as Piloto 151 and Engine-4 that cater to the needs of digital nomads.


                  • Higher Cost of Living: Compared to other Caribbean cities, San Juan’s cost of living is higher. This could be a deterrent if you’re on a tight budget.

                  • Hurricane Risk: Puerto Rico is in the hurricane belt, which can pose a risk during hurricane season.

                  Cost of Living

                  The cost of living in San Juan is higher than some other Caribbean cities but still lower than many major US cities. According to data from Numbeo:

                    • 1-bedroom apartment in city center: $600-$900 per month

                    • Utilities (electricity, heating, cooling, water, garbage): $100-$150 per month

                    • Monthly internet: $60-$80

                    • Meal at an inexpensive restaurant: $10-$15

                    Nomad Grab Score: 8/10

                    With its blend of modern amenities, rich culture, and appealing digital nomad community, San Juan scores an 8 out of 10 as a destination for digital nomads. This score takes into account the slightly higher cost of living and potential for natural disasters. However, the unique advantages that come with being a US territory make it an appealing choice for many.

                    Kingstown, St. Vincent, and the Grenadines

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                    5 Underrated Cities In The Caribbean For Digital Nomads 14


                      • Natural Beauty: Kingstown is surrounded by breathtaking natural beauty, with lush mountains, beautiful beaches, and clear waters. You can visit the Botanical Gardens, the oldest in the Western Hemisphere.

                      • Peaceful Lifestyle: If you prefer a quieter environment, Kingstown is the place for you. It’s far less crowded than many other Caribbean cities.

                      • Friendly Locals: Vincentians are known for their warm hospitality and friendliness. It’s a welcoming environment for digital nomads.

                      • English is the Official Language: This is a significant advantage if you’re not fluent in other languages. Communication is made easy.


                        • Limited Nightlife: Kingstown is not known for its nightlife. If you’re a night owl, this could be a downside.

                        • Internet Connection: While the internet is available, the speed and reliability can be inconsistent, which might cause issues if your work demands stable, high-speed internet.

                        • Limited Direct Flights: Getting to and from St. Vincent can be a bit tricky. You may need to catch connecting flights via other Caribbean islands like Barbados.

                        Cost of Living:

                        Here’s a general breakdown of the cost of living based on data from Numbeo:

                          • 1-bedroom apartment in city center: $300-$500 per month

                          • Utilities (electricity, heating, cooling, water, garbage): $60-$100 per month

                          • Monthly Internet: $50-$70

                          • Meal at an inexpensive restaurant: $6-$10

                          Nomad Grab Score: 6.5/10

                          Considering its peaceful lifestyle, stunning natural beauty, and the language advantage, Kingstown receives a score of 6.5 out of 10 for digital nomads. However, the score is subjective, and it could be the ideal destination for you if you prefer a quieter environment and are willing to work around the limited internet Connection.

                          Georgetown, Guyana

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                            • Cultural Diversity: Georgetown is a melting pot of cultures, reflected in its architecture, food, and festivals. From the imposing St. George’s Cathedral to the bustling Stabroek Market, there’s always something new to discover.

                            • Accessible Nature: Guyana is known for its stunning natural landscapes. The city provides easy access to attractions like Kaieteur Falls and the Iwokrama Rainforest.

                            • Emerging Digital Nomad Scene: With the development of infrastructure, Georgetown is gradually emerging as a digital nomad destination.

                            • English Language: Unlike many countries in South America, English is the official language in Guyana, which makes it easier for digital nomads to communicate and integrate.


                              • Internet Connection: While Georgetown does offer internet Connection, the speed and stability can be a bit spotty at times. For digital nomads requiring stable, high-speed internet, this could be a challenge.

                              • Safety Concerns: Georgetown does have some safety issues, particularly in certain areas of the city. It’s important to stay informed and take precautions.

                              Cost of Living:

                              The cost of living in Georgetown is relatively low compared to many Western cities. Here are some estimates, according to Expatistan:

                                • 1-bedroom apartment in city center: $400-$600 per month

                                • Utilities (electricity, heating, cooling, water, garbage): $60-$90 per month

                                • Monthly Internet: $50-$70

                                • Meal at an inexpensive restaurant: $4-$8

                                Nomad Grab Score: 6.5/10

                                Considering its cultural richness, natural beauty, and potential to become a promising digital nomad hotspot, Georgetown scores 6.5 out of 10. This score can vary depending on personal preferences and requirements.

                                Wrapping it up

                                As a digital nomad, finding the right balance between work and life is crucial. The Caribbean, with its natural beauty, cultural richness, and affordability, offers this balance. So why not take a chance and explore these underrated Caribbean cities as your next remote work destination?


                                Are these Caribbean cities safe for digital nomads? 

                                  • Yes, these cities are generally safe but like any other location, it’s always wise to take necessary precautions.

                                  How’s the internet connection in these cities? 

                                    • These cities have reliable internet infrastructure that’s suitable for remote work.

                                    Is English widely spoken in these cities? 

                                      • Yes, English is widely spoken and understood in these cities.

                                      What’s the cost of living like in these cities? 

                                        • While it can vary, the cost of living is generally lower than in many Western cities.

                                        Do these cities have a digital nomad community? 

                                          • Yes, these cities have a growing digital nomad community, making it easy to network and socialize.

                                          Access the Ultimate List of WhatsApp Groups for Digital Nomads in Brazil

                                          Get a sneak peak of what Nomad Grab has to offer by downloading the most comprehensive list of WhatsApp groups for Rio de Janeiro (specifically for Digital Nomads).

                                          If you’re ready to travel and experience new adventures, make sure to hop into Qnomads’s app.  Inside our app, you will also find a library of active WhatsApp groups from around the world – like Fitness, Hiking, and Sports groups.

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